Water → Triphenylen-2-ol

HRID 467417Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 467417
C[O:2][C:3]1[CH:20]=[CH:19][C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=1.B(Br)(Br)Br.[B].O>C(Cl)Cl>[OH:2][C:3]1[CH:20]=[CH:19][C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 587694502-MethoxytriphenyleneHCID 86647723Boron boron tribromide

Produkt 1

HCID 3016112Triphenylen-2-olAusbeute 95,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

Under an argon atmosphere, 13.9 g of 2-methoxytriphenylene was placed in a flask, and 300 mL of methylene chloride was added. The reaction solution was cooled to −78° C., and 54 mL of a solution of 1M boron boron tribromide in methylene chloride was dropwise added thereto. The reaction solution was stirred for 5 hours while increasing temperature of the reaction solution to room temperature. 100 mL of water was added to the reaction solution, followed by filtration. The resulting solid was washed with water and methanol to obtain 12.5 g (yield: 95%) of 2-hydroxytriphenylene.

Aufarbeitung

  1. temperaturewhile increasing temperature of the reaction solution to room temperature
  2. filtrationfollowed by filtration
  3. washThe resulting solid was washed with water and methanol

Quellen und Nachweise

ORD-Eintrag
ord-0e905611116c471e947e53fab1e5cbb2
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08623520B2

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